Top 2 Sailing instructor Jobs in Boston Ma

Sailing Instructor
Paddle Boston —Stoneham, MA
- $25 - $30 an hour
- Weekends as needed
- First Aid Certification
- Communication skills
- Outdoor work
- Flexible schedule
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Third Mate (Staff Assistant), Training Ship Patriot State II
Massachusetts Maritime Academy —Buzzards Bay, MA
Hold valid USCG License as Third Mate Oceans Unlimited with STCW endorsements. Hold valid USCG License – Second Mate Unlimited with STCW endorsements.
$85,000 - $90,000 a year
Freedom Boat Club Dock Hand - East Boston Harbor
Freedom Boat Club —Boston, MA
Have a valid driver’s license and a good driving record. Make and answer telephone calls using appropriate etiquette. Thank guests with genuine appreciation.
$15 an hour
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Sailing Instructor

Paddle Boston
Stoneham, MA

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Job Details

Seasonal
$25 - $30 an hour

Benefits

Flexible schedule

Qualifications

Outdoor work experience
Boat handling
Educational talks
First Aid Certification
Safe environment creation
Training
Communication skills
Entry level
First aid and CPR

Full Job Description

Now Hiring: Sailing Instructor – Paddle Boston (Spot Pond) Come join our team if you love being outdoors and want to share your passion for the water with others! Paddle Boston offers a relaxed outdoor work environment with competitive pay and benefits. We are currently looking for a dynamic and engaging Sailing Instructor to lead small classes and private lessons at our Spot Pond location. Beyond the summer season, this role offers the potential for year-round employment opportunities in concert with Weston Ski Track and Community Skating @ Kendall Square.

What You'll Be Doing

Teaching diverse groups of kids and adults the fundamentals of sailing.
Leading instruction in our fleet of Cape Cod Mercury 14 sailboats, as well as one RS Cat.
Creating a fun, safe, and engaging environment for all our visitors.

What We're Looking For

Required: Solid sailing experience and some weekend availability.
Required: A friendly, outgoing, dynamic, and engaging personality.
Reliability: Lessons are scheduled through the summer and fall so reliability and communication is a must!
Desirable: Experience working with kids or a background in other paddle sports (kayaking, canoeing).
Desirable: Instructor certifications, CPR/First Aid, and MA Boating Safety Course (or NASBLA Certificate). Note: Training is available for the right candidate!

CompensationPerks

Pay Rate: $25–$30/hour + tips (based on experience).
Flexible Schedules: Opportunities for both full-time and part-time work are available.
More Hours Available: Need a steadier schedule? We can offer additional hours working as a dock hand or site supervisor through the summer and into the fall.
Free use of our boats: staff enjoy the perks of free paddling and use of the sailboats (subject to availability).
Start Date: As soon as possible!

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